Therapeutically-valuable compound of hexamethylenetetramine



Patented June 17, 1924.

UNITEDHSTATESJ rA ENjr orrici'z.

EUGEN SONNENFELD AND ARTHUR STOLL, OF BASEL, SWITZERLAND, ASSIGNORS 'IO CHEMICAL WORKS FOR-MERLY SANDQZ, 0F BASEL, SWITZERLAND.

THERAPEUTICALLY-JTALUABLE COEVZPOUND 01" HEXAMETHYLENETETRAMINE.

No Drawing. Application filed May 18,

To all whom 2'6 may concern: I

Be it known that we, EUGEN SoNNnN- rem). a citizen of the Czechoslovakian Republic, and ARTHUR SToLL, a citizen of the Swiss Republic, both residing in Basel, Switzerland, have invented anew and useful Therapeutically-Valuable Compound of Hexamethylenetetramine, of which the following is a full, clear, and exact specification.

To, have found a new therapeutically valuable compound of hexamethyle'netetramine wherein the hexamethylenetetramine is combined with the natural mixture of the all acids of oX- all which are ditiicultlv and can therefore be employed advanta' geously for the treatment of gall-stones.

..-'\ccoi.'ding to the process for the preparation of this new compound, at least such a quantity of hexamethylenetetramine is allowed to react on the natural gall acids of animal gall, which are difiicultly soluble in water, that there results a saltlike product dissolving in water to a clear solution. It constitutes in a dry state a white to slightly greenish hygroscopic powder easily, but somewhat slowly soluble in water. Its aqueous solution gives with strong acids at first a milky and then white precipitate which contrary to the higher "fatty acids does not dissolve in benzine when agitated with this latter.

Emample 1.

1921. Serial No. 470,661.

Example 2.

Natural gall acids, diflicultly soluble in water and free from slime, are energetically ground in a mortar with as much of a concentrated, aqueous solution of hexamethy enetetramine as is necessary to form'a produce which dissolves in water to a clear solution. until the weight remains constant.

The saltformation of hexamethylenetetramine with the natural gall acids, which are themselves diflicultly soluble in water, occurs so readily, that the moisture necessary for granulation is sufficient. The acids and the base combine by simple mixing in a finely pulverized state. i

hat we claim is:

1. The herein described new therapeutically valuable saltlike compound advantageously applicable for the treatment of gall-stones and derived from hexamethylenetetramine and the natural mixture of the gall acids of oX-gall, which are diiiicultly soluble in water, the said compound beinc'. in a dry state, a white to slightly greenish hygroscopic powder, dissolving very easily but somewhat slowly in water to a solution giving with strong acids at firsta milky and then white precipitate, which contrary to the higher fatty acids does not dissolve in benzine, when agitated with this latter.

The herein described process for the manufacture of a new therapeutically valuable compound advantageously applicable for the treatment of gall stones, consisting in acting on the natural mixture of the gall The salt is then dried in 'vacuo' acids of ox-gall, which are difficultly soluble in Water, With such a quantity of hexainethylenetetramine as is necessary to form a saltlike product dissolving in Water to a 5 clear sclutionb 7 In itness whereof We have hereunto signed our names this third day of May 1921, in the presence of two subscribing 

